Holiday rentals in Woodside

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Top-rated holiday rentals in Woodside

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Top guest favourite
A lush green lawn is highlighted, dotted with trees and shrubs. In the distance, a treehouse structure and a pavilion are visible, surrounded by nature. A small garden area with diverse foliage is positioned in the foreground, contributing to the serene outdoor setting.
Treehouse in Bunker
4.96 out of 5 average rating, 160 reviews

Almost Heaven Treehouse

Featured in St Louis Magazine Spring 2022! Previously Parade Magazine and Only in Missouri! Nestled on the banks of Big Creek in the heart of the Missouri Ozarks and the Roger Pryor Pioneer Back Country, sits the Almost Heaven Treehouse. This quaint and rustic space is a must visit for those who love the great outdoors. Whether you want to relax in the creek, swim, hike, fish, paddle float,or ride atvs or s x s, this is the place for you!! This cabin is located 6 miles off pavement.

Top guest favourite
Home in Houston
4.99 out of 5 average rating, 268 reviews

Secluded Stone Cabin w/ Wood-Fired Hot Tub

Peaceful retreat to unplug and unwind. This off‑the‑grid experience has no electricity or flushing toilets, we do provide the essentials: running hot water, an outhouse, and propane lighting. Stay includes access to a handcrafted, wood‑fired hot. (Tub is still under construction. Landscaping and some final details are not finished.) Four-wheel-drive, or high-profile two-wheel drive vehicles are needed to get to the cabin. We must greet guests at arrival to show you how to use the propane lights.

Top guest favourite
The exterior view of the house highlights a covered deck with both seating and dining areas. A fire pit is visible in the yard, surrounded by a grassy space. The home features a light-colored facade under a metal roof, with trees dotting the background.
Home in Eminence
4.94 out of 5 average rating, 120 reviews

2 bedroom close to Jacks Fork and Current River

Rivertown Retreat is located less than 2miles from the Jacks Fork River and a short drive to the Current. This 2 bedroom home is the perfect place to get away from the busyness of life and relax. Sit on the porch swing, grill on the BBQ or toss the frisbee around in the large yard. Whether you are in Eminence for a float trip down the river, to hike in one of the many state parks close by, to catch some trout in the river or just to relax and enjoy the Ozarks, Rivertown Retreat is here for you!

Top guest favourite
Cabin in Cherokee Village
4.99 out of 5 average rating, 298 reviews

Hillside Haven secluded vintage cabin with hot tub

Enjoy the treehouse feel of this little 1966 cabin with summer shade and winter panoramic view of the bluffs. Couples will value the peaceful wooded location. Two Queen bedrooms and a Queen sofabed will accommodate up to 6. Grill and dine on the decks, soak in the hot tub on the private tin-roofed porch or roast marshmallows over the back yard fire pit. Close to South Fork and Spring rivers, golf courses, lakes, and historic Hardy town. Shop, float, fish, hike, golf, and explore the Ozarks!

Top guest favourite
A modern studio apartment is depicted from an outdoor angle, showcasing a vibrant green exterior. A wooden staircase with a railing leads to a second-level entrance. Gravel pathways surround the structure, and the sky is filled with clouds, suggesting evening light.
Place to stay in Cabool
4.98 out of 5 average rating, 167 reviews

COUNTRY LACE Retro Place

Our Country Lace Retro Place is a quaint little studio apartment nestled upstairs overlooking our rolling hills of the Ozark’s with abundant Wild Life (which can be scene early in the mornings or late evenings) and foliage ….furnished with a toaster, microwave, refrigerator, coffee maker and a Nija Flip up air fryer oven. Full bath with a furnished hair dryer and linens. Living space includes a king size bed, sofa and a oversized chair. We also have WIFI and our custom made retro TV….

Top guest favourite
A charming cottage exterior is framed by a peaceful wooded setting. The screened porch features large windows, allowing for views of the natural surroundings. Potted plants enhance the entrance, alongside a rustic grill, while a welcome sign adds a personal touch to the inviting atmosphere.
Cottage in Summersville
4.99 out of 5 average rating, 118 reviews

Leona’s Cottage -Uniquely Rustic Comfortably Cozy

Leona’s Cottage is a unique hand built gem nestled in a peaceful wooded setting 2 miles down a quiet country road that’s surrounded by peaceful pastures and natural woodlands. The Cottage is a wonderful get-a-way for those looking for rustic charm but still wanting modern luxuries. Leona’s Cottage shares the road with Emily’s Cottage and is separated by a grove of trees far enough apart for total privacy but close enough for larger gatherings of up to 8 guests.

Superhost
The exterior of the house features a welcoming front porch with wooden railings and steps leading to the entrance. Flanking the path, colorful flowers are arranged in pots. The surrounding area is adorned with trees, providing a natural backdrop.
Home in Mammoth Spring
4.84 out of 5 average rating, 190 reviews

The Archer House - 1 block from Spring River!

The Archer house is just two blocks from main street, one block from the Spring River, a short walk to Mammoth Spring State Park and close to dining and shopping. It has been completely remodeled in fall of 2022 and features many unique and premium features. Including a walk-in tile shower, wood ceilings in part of the house, cedar-clad front porch and more. The house is also equipped with brand new appliances, fast wifi, washer and dryer and more!.

Top guest favourite
A quaint cottage with a metal roof is surrounded by trees and open space. The structure is complemented by a nearby silo and a parking area with gravel. Natural light enhances the peaceful outdoor setting, with sparse landscaping and a picnic table visible in the foreground.
Cottage in Couch
4.98 out of 5 average rating, 126 reviews

Garfield Getaway LLC

Newly added 2nd bathroom and laundry attached to the cottage in a Grain Bin! Relax with the whole family in this peaceful country setting located approximately 10 miles from the beautiful Eleven Point River, well known for its canoeing, kayaking and fishing. Enjoy cooking on the grill and s’mores by the firepit. Also enjoy the Mark Twain National Forest with its beautiful hiking trails and natural springs. Party’s not allowed!

Guest favourite
A cabin is presented with a green exterior and a metal roof. A staircase leads to a balcony featuring two outdoor chairs. The surrounding area is lush with trees, providing a natural backdrop. A small outdoor seating area is visible at the base.
Cabin in Alton
4.91 out of 5 average rating, 180 reviews

Kayden’s Cabin

We are a family owned cabin near the Eleven Point River! We are located exactly 11 miles from the intersection of 19 North and 19 South in Alton, Missouri on AA Highway. Our cabin sleeps six people with a queen size bed, one set of bunk beds, full size blow-up mattress, and a loveseat. We are about a mile and a half from Whitten Access. Please No smoking, pets, or partying. **70.00 A Night**NO CLEANING FEE!!

Top guest favourite
A large, double slipper clawfoot tub is positioned against a backdrop of rustic wooden walls. A stylish mirror reflects the room, while a small chair sits nearby. A modern electric fireplace adds a touch of warmth, and soft lighting illuminates the space.
Home in Birch Tree
5 out of 5 average rating, 119 reviews

The Aviary Retreat

Newly renovated 1900’s farmhouse with attention to detail. Historic home with current new fixtures. This gorgeous home has beautiful bathroom with a large shower and a double slipper clawfoot tub. We hope you enjoy your stay in our fully restored historic home. Only a short walk to restaurant and bar. There is a security camera on property outside beside backdoor.

Top guest favourite
A charming exterior of a single-story home is presented, featuring a gabled roof and a welcoming front porch with steps. Large windows allow natural light to flow in, while a grassy yard surrounds the home, contributing to a peaceful atmosphere.
Home in Alton
5 out of 5 average rating, 18 reviews

Rufus’ Roost

Take it easy at this unique and tranquil getaway. Watch the wildlife. Fish, canoe, kayak the Eleven Point River. Falling Springs, Greer Springs, Alley Springs, Grand Gulf Park are just a short drive away. Three Restaurants on the Square in Alton. Enjoy a relaxing couple's get-away or come and bring a friend. You'll be glad you did.

Top guest favourite
A cozy room features a spacious bed adorned with a colorful patterned quilt. Decorative shelves display various items, while framed pictures and wall art enhance the ambiance. A small television is mounted, and a patterned rug lies on the floor, adding warmth to the setting.
Tiny home in Eminence
4.93 out of 5 average rating, 107 reviews

Lil Villa Delightful tiny home for couples

Romantic Courtyard Cottage • Private Bath House • Creekside Charm and no cleaning fee Lil Villa is a charming, private cottage designed for couples looking for something cozy, peaceful, and a little different. Set beside a quiet creek with its own courtyard, it offers a simple, romantic escape in the heart of Eminence.

Popular amenities for Woodside holiday rentals

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